4,4'-Bis(N-carbazolyl)-1,1'-biphenyl CAS 58328-31-7
4,4'-Bis(N-carbazolyl)-1,1'-biphenyl Basic informationClassification
| Product Name: | 4,4'-Bis(N-carbazolyl)-1,1'-biphenyl |
| Synonyms: | 4,4'-Bis(carbazolyl)-1,1'-biphenyl;4,4'-bis(carbazol-9-yl)biphenyl/CBP;CBP,4,4'-Bis(N-carbazolyl)-1,1'-biphenyl;4,4μ-Bis(9-carbazolyl)-1,1μ-biphenyl, 4,4-N,Nμ-Dicarbazole-1,1μ-biphenyl, CBP, DCBP;4,4'-di(9H-carbazol-9-yl)biphenyl;4,4'-Bis(9H-carbazol-9-yl)biphenyl ,99% [NA];4,4'-Di-9-carbazolylbiphenyl [This reagent can be used without further purification for display device research, etc.];4,4′-Bis(N-carbazolyl)-1,1′-biphenyl,4,4′-Bis(9-carbazolyl)-1,1′-biphenyl, 4,4-N,N′-Dicarbazole-1,1′-biphenyl, CBP, DCBP |
| CAS: | 58328-31-7 |
| MF: | C36H24N2 |
| MW: | 484.59 |
| EINECS: | 627-757-5 |
| Product Categories: | oled materials;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials;Electroluminescence;Functional Materials;Reagents for Conducting Polymer Research;White powder;electronic;Electronic Chemicals;Carbazoles;Carbazoles (for Conduting Polymer Research);OLED materials,pharm chemical,electronic;OLED |
| Mol File: | 58328-31-7.mol |
4,4'-Bis(N-carbazolyl)-1,1'-biphenyl Chemical Properties
| Melting point | 281-285 °C |
| Boiling point | 700.8±60.0 °C(Predicted) |
| density | 1.19±0.1 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | slightly sol. in Tetrahydrofuran |
| form | powder to crystal |
| color | White to Almost white |
| biological source | mouse |
| λmax | 319nm(CH2Cl2)(lit.) |
| InChI | InChI=1S/C36H24N2/c1-5-13-33-29(9-1)30-10-2-6-14-34(30)37(33)27-21-17-25(18-22-27)26-19-23-28(24-20-26)38-35-15-7-3-11-31(35)32-12-4-8-16-36(32)38/h1-24H |
| InChIKey | VFUDMQLBKNMONU-UHFFFAOYSA-N |
| SMILES | C1(C2=CC=C(N3C4=C(C=CC=C4)C4=C3C=CC=C4)C=C2)=CC=C(N2C3=C(C=CC=C3)C3=C2C=CC=C3)C=C1 |
| CAS DataBase Reference | 58328-31-7(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 37/38-41 |
| Safety Statements | 26-36/39 |
| WGK Germany | 3 |
| HS Code | 29339900 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Dam. 1 Skin Irrit. 2 STOT SE 3 |
| Classification | Carbazole derivatives, Hole-injection layer materials, Hole transport layer materials, Hole blocking layer materials, Phosphorescent host materials, Light-emitting fiodes, Organic electronics, Sublimed materials. |
| Description | As Glasses of a common OLED host material, 4,4′-bis(N-carbazolyl)-1,1′-biphenyl(CBP) were prepared by vapor deposition at various substrate temperatures. It can be doped with molybdenum oxide (MoO3) in the hole transport material.[1] |
| Chemical Properties | White to brown powder |
| Uses | Organic Semiconductor Laser Materials |
| General Description | TGA/DSC lot specific traces available upon request |
| Synthesis | 3001-15-8 86-74-8 58328-31-7 Under nitrogen protection, 150 g (369.5 mmol) of 4,4'-diiodobiphenyl, 123.5 g (738.6 mmol) of carbazole, 23 g of copper powder, 100 μL of potassium carbonate, and 500 mL of 1,3-diisopropylbenzene were added to a 2 L triple-necked flask equipped with a stirrer and condensation device. The reaction mixture was heated to reflux and maintained for 30 hours and then naturally cooled to room temperature. Subsequently, an appropriate amount of toluene was added to the reaction mixture and the insoluble material was removed by filtration. The solvent in the filtrate was removed by distillation under reduced pressure to obtain the crude product. To the crude product, 500 mL of methanol was added for recrystallization and a solid was precipitated. The crystals were collected by filtration and dried to give 122.8 g of the target product 4,4'-bis(carbazol-9-yl)biphenyl (CBP) in 68.6% yield. |
| References | [1] KüHN M, MANKEL E, K?HN A, et al. Doping mechanism of MoO3 in 4,4′‐Bis(N‐carbazolyl)‐1,1′‐biphenyl: A photoelectron spectroscopic study[J]. physica status solidi (b), 2016, 253. DOI:10.1002/pssb.201600144. |
4,4'-Bis(N-carbazolyl)-1,1'-biphenyl Preparation Products And Raw materials
| Raw materials | 4,4'-DICHLOROBIPHENYL-->4,4'-Diiodobiphenyl-->4,4'-Dibromobiphenyl-->Carbazole-->DIISOPROPYLBENZENE-->Copper-->Potassium carbonate |
